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Erythromycin A N-oxide Sale

(Synonyms: 红霉素A氧化物) 目录号 : GC43626

A potential impurity in commercial preparations of erythromycin

Erythromycin A N-oxide Chemical Structure

Cas No.:992-65-4

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5mg
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25mg
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产品描述

Erythromycin A N-oxide is a potential impurity found in commercial preparations of erythromycin. Erythromycin is a macrolide antibiotic that inhibits bacterial protein synthesis by targeting the 50S ribosomal subunit, blocking the progression of nascent polypeptide chains. It is effective against a host of bacterial genera, including Streptococcus, Staphylococcus, and Haemophilus (MIC90s = 0.015-2.0 mg/l). Erythromycin is known to potently inhibit the cytochrome P450 isoform CYP3A4, which can affect the metabolism of numerous clinically relevant medications. Erythromycin A N-oxide is also a precursor in the synthesis of clarithromycin .

Chemical Properties

Cas No. 992-65-4 SDF
别名 红霉素A氧化物
Canonical SMILES C[C@@H]([C@@H]([C@H](C(O[C@@H]1CC)=O)C)O[C@@]2([H])C[C@](OC)(C)[C@@H](O)[C@H](C)O2)[C@H]([C@@](O)(C)C[C@H](C([C@@H]([C@@H](O)[C@]1(C)O)C)=O)C)O[C@@](O[C@H](C)C[C@@H]3[N](C)(C)=O)([H])[C@@H]3O
分子式 C37H67NO14 分子量 749.9
溶解度 DMF: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 1.3335 mL 6.6676 mL 13.3351 mL
5 mM 0.2667 mL 1.3335 mL 2.667 mL
10 mM 0.1334 mL 0.6668 mL 1.3335 mL
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Research Update

Investigating the potential of erythromycin and derivatives as chiral selector in capillary electrophoresis

J Pharm Biomed Anal 2004 Mar 10;34(5):861-70.PMID:15019020DOI:10.1016/j.jpba.2003.11.004.

Macrocyclic antibiotics are present in an increasing number of chiral separation applications. In this study, erythromycin and some derivatives, belonging to the group of macrolide antibiotics, were investigated for their potential as chiral selector. Erythromycin A itself and five related substances namely Erythromycin A N-oxide, anhydroerythromycin A, anhydroerythromycin A N-oxide, erythralosamine and erythralosamine N-oxide were included. Twenty-one chiral compounds with a wide difference in physico-chemical properties were used to test the chiral activity of the erythromycins. The chiral compounds were analysed using capillary zone electrophoresis with the erythromycins dissolved in the running buffer at different concentrations ranging from 0.1 to 10mM, with three different BGEs: sodium phosphate pHs 3.0 and 7.0 and sodium borate pH 9.2. The erythromycins showed more interactions with the acidic compounds (as observed with leucovorin, dopa, carbidopa, ketoprofen, indoprofen and warfarin) than with the neutral or weakly basic ones, especially in acidic medium. Unfortunately, no chiral separations were obtained for any of the 21 racemic mixtures. The complexation constants were calculated for the compounds showing interaction, based on the variation of electrophoretic mobility of the compounds in the presence of different concentrations of erythromycins. Finally, the size of erythromycin A was calculated using computational modelling. It was shown that the aglycone ring is only half as big as the beta-cyclodextrin cavity, giving a possible explanation for the negative response of erythromycin in this study.